Oregon Trail is a game that can be played on your computer or handheld device. It is a strategy game that simulates the journey of a wagon train through the American West. The goal of the game is to reach the end of the trail and claim the territory for your own. There are many different ways to play Oregon Trail, and there are plenty of strategies to try. You can choose to play as one of five different characters, or you can create your own wagon train and try out different strategies. There are also many different objects and items you can use on your journey, so you can create an unique experience for yourself. If you want to experience Oregon Trail in a more realistic way, you can also try out our other strategy games. These games allow you to control armies, build fortifications, and battle against other players online.


The first thing you need to do is download AppleWin 1.14.0  This is a zip file so just go ahead and extract it where you like.  I just put it on my desktop.  Open the folder and double click on the AppleWin.exe icon to launch the emulator.  To start the virtual machine click on the Apple button on the upper right side.

Now the next thing we need to play Oregon Trail is the virtual floppy disks.  You can find them along with tons of other great classic ROMS @ jeff.greenfeld.net

Once you have these downloaded and extracted click on the Master Disk Drive on the left side.  Drag the Oregon Trail Floppy there and double click to load it.

Now Reboot the virtual machine by hitting the Apple button again.  Time to get on the trail!

The following is just some of the screen shots from Oregon Trail.  Here I am setting up the players.

Exploring the rivers along the way.

Buying supplies from the store.  Who didn’t pick the banker?

This is a very stable emulator.  There are also hundreds of virtual applications out there that you can find and load to relive your legacy computing memories.